Dog Boarding Gum Crossroads

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Gum Crossroads, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 46 reviews
16 repeat clients
15 years of experience
Millsboro, DE, 19966

“Kelly is awesome! We went to Ocean City to spend some time at the beach and Kelly is just off the main route coming from Northern Virginia. She took great care of our dog for three nights and sent us pictures at the end of each day, totally unexpected. Besides being great with animals she is just a great person. If you are in here area I would recommend giving her your business!!”

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Jeremiah A.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 95 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“She went overboard with my Teddy he is a slinky dog when it comes to eating sometimes he has problems with different types of food decides he doesn’t want to eat. She went out of her way to make sure he ain’t. I really appreciate everything. She did. Thank you very much, Michelle.”

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ed h.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 37 reviews
19 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️”

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Sarah P.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 140 reviews
39 repeat clients
10 years of experience
Delmar, MD, 21875

“Daniela took wonderful care of my dog over a long boarding stay. She was communicative and she and her family treated my dog like one of their own. Couldn’t recommend her more!”

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Laura T.
Sitter Profile Image: Morgan A.
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Morgan A.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bridgeville, DE, 19933

“Morgan truly enjoyed my babies and took amazing care of them! I’d book her again any time!”

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Johanna D.
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 47 reviews
19 repeat clients
4 years of experience
Fruitland, MD, 21826

“Daniel and his wife did an exceptional job with my dog Bandit. I was so nervous, Bandit is 8.5 years old and had never been with anyone alone. He did phenomenal with him giving me updates and texts with photos. Made me feel at ease. I had just recently moved to the area and knew nobody had to be an away for a long weekend which required a need for Bandit to be in care. This was just what I was looking for. Very conveniently located also. Would recommend and plan to book again in the future.”

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Rebecca L.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 227 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

“She was awesome! Very communicative and very thoughtful! Really appreciated her asking times I was going to be dropping them off and picking them up!”

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Joshua M.
Sitter Profile Image: Karen L.
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Karen L.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lewes, DE, 19958

“Karen and her husband are SO nice. I felt really comfortable leaving Chrissy with them and Chrissy seemed really happy staying with them. I will gladly be sending Chrissy back!”

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Maggie S.
Sitter Profile Image: Jermaine C.
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Jermaine C.
from
$20
per night
4.7 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

“Jermaine took good care of my 7 year old pit bull for a week. He either updated me first or answered my questions in a timely manner when I asked for updates. I also received some pictures throughout the week of my boy. Overall I had a great experience and will be using Jermaine again!”

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Marisa M.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 114 reviews
49 repeat clients
15 years of experience
Milton, DE, 19968

“Brenda and her family are great sitters. Beauty always loves her stay at their house. She loves the yard. And, she loves all the personal care. I would never hesitate to have Beauty stay with Brenda and her family.”

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Maria J.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
9 years of experience
Delmar, MD, 21875

“Christina was awesome!! Super great with my maple & made it a friendly experience! I’d definitely recommend booking with her!!”

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Autumn B.
Sitter Profile Image: Debra H.
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Debra H.
from
$90
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

“Debra was incredibly sweet. This was a last minute booking with the holidays 1-2 days away. Debra was incredibly responsive throughout he process. She took our dog on frequent walks, provided photos/videos and updates how he was doing. Simply put, we couldn’t have asked for more. We’d definitely recommend.”

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Biren J.
Sitter Profile Image: Colleen K.
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Colleen K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
40 years of experience
Millville, DE, 19967

“Collen was great. Wiyot is was so relaxed when I picked him up and he us usually a hyper type doodle. I would not hesitate to have Wiyot stay again. Thank you so much for a worry free visit.”

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Philip B.
Sitter Profile Image: Morgan H.
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Morgan H.
from
$28
per night
4 years of experience
Salisbury, MD, 21801

About: For an about the past four years I volunteered at a in home dog foster care. I’ve worked with dogs of all shapes, sizes, tempers, and needs till they reached their forever homes. Dogs of all needs are welcome under my care for no additional charge. Please make mw aware of any physical or medical needs. I am a collage student with year-round campus housing. I often do not have more than one or two classes a day that do not last longer than an hour and a half. All pets cats or dogs, will be dutifully cared for and monitored. Should your animal have a feeding, bathroom or medical routine you can trust that it will be followed. Pets of all sizes, tempers, and needs are welcome. Walks and playtime will be frequent based on your pets energy level. Any grooming needs outside of the occasional brush or paw wipe down that are not strictly necessary will carry an additional fee.

Sitter Profile Image: Brooklyn L.
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Brooklyn L.
from
$40
per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
18 years of experience
Milford, DE, 19963

“Brooklyn was so great with my dog! She took him to the park and loved on him so much during my trip. She was very sweet and sent photos, highly recommend!!”

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Shannon T.
Sitter Profile Image: Kathy L.
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Kathy L.
from
$75
per night
5.0 out of 5 stars
• 73 reviews
20 repeat clients
40 years of experience
Ocean City, MD, 21842

“It was a pleasure working with Kathy. She is responsive and attentive with communication. I can tell she genuinely loves dogs and enjoys getting to know their personalities. Her home is clean and well cared for, the neighborhood is residential and safe for dog walking just as described. Sadie is a most gracious host too. Thank you for taking such good care of my Hawk. Talk to you in November!!”

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Amy S.
Sitter Profile Image: Khadijah F.
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Khadijah F.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I love animals. I have one cat and two dogs right now. I am a mother to two boys. I live in Fruitland MD. Please reach out to me with any questions. I do work and go to SU for physical education. Trying to start a side business. Feel free to message me with any questions. Thank you. Follow all instructions. I will add more services soon. I live in Fruitland in a good neighborhood. Across from a school. Thank you and feel free to message me.

Sitter Profile Image: Lucia D.
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Lucia D.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Salisbury, MD, 21804

About: I have loved dogs my entire life, and grew up taking care of them from a young age. I have attended many dog training classes with my family dog, and understand that every dog has its own personality and needs. I’m experienced with daily walks, feeding schedules and administering simple medications, and play time. As a pet sitter I am dependable, responsible, and I pay attention to detail. I will treat your dog as if they are my own. I am currently a college student at Salisbury University so I have one to two classes in the morning and am free throughout the day to go for good walks, play time, and am available to do drop in visits. I also live in a house with a large fenced yard and I offer dog boarding. I provide safe, reliable dog care. I have reliable transportation and lots of available time during to the day to either come let your dog out for a good walk, or I also offer dog boarding at my own home that has no other pets and has a large fenced yard.

Sitter Profile Image: Carly M.
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Carly M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Berlin, MD, 21811

About: I cat and dog sit for my family members regularly. I have cared for dogs of all sizes and breeds. I’ve been riding horses since I was 10 and started working on the farm when I was 12. I am available wherever, whenever. Whenever you need me there, I’ll be there. I will figure out a way for your animal to have top tier care. I would care for my clients home just as I would care for mine. I would never want anyone to disrespect my home therefore I would never disrespect anyone else’s.

Sitter Profile Image: Maria M.
Verified Enhanced Background Check
Maria M.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
Selbyville, DE, 19975

“Maria was amazing! Our dog had a wonderful time in her care, and we loved receiving regular photo updates throughout the stay. It really helped us feel connected and at ease while we were away.”

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Ivan P.
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The median cost per night for dog boarding in Gum Crossroads is $50

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Gum Crossroads

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Gum Crossroads average 11
repeat dog boarding clients

FAQs for Dog Boarding - Gum Crossroads

Frequently asked questions about Rover

As of November 2026, there are 210 sitters on Rover offering Dog Boarding across Gum Crossroads. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in Gum Crossroads can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Gum Crossroads home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Gum Crossroads.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Gum Crossroads. On Rover:

  • 93% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Gum Crossroads sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in DE ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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